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Updated: May 11, 2026

Isotopic Effect in Double Proton Transfer Process of Porphycene Investigated by Enhanced QM/MM Method
Published on: July 19, 2019
Photoinduced proton coupled electron transfer in 2-(2'-hydroxyphenyl)-benzothiazole
Sandra Luber1, Katrin Adamczyk, Erik T J Nibbering
1Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut, USA.
Abstract:
We characterize the structural and electronic changes during the photoinduced enol-keto tautomerization of 2-(2'-hydroxyphenyl)-benzothiazole (HBT) in a nonpolar solvent (tetrachloroethene). We quantify the redistribution of electronic charge and intramolecular proton translocation in real time by combining UV-pump/IR-probe spectroscopy and quantum chemical modeling. We find that the photophysics of this prototypical molecule involves proton coupled electron transfer (PCET), from the hydroxyphenyl to the benzothiazole rings, resulting from excited state intramolecular proton transfer (ESIPT) coupled to electron transfer through the conjugated double bond linking the two rings. The combination of polarization-resolved mid-infrared spectroscopy of marker modes and time-dependent density functional theory (TD-DFT) provides key insights into the transient structures of the molecular chromophore during ultrafast isomerization dynamics.
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